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A new total synthesis of pentenomycin
โ Scribed by John K Gallos; Katerina C Damianou; Constantinos C Dellios
- Book ID
- 104231160
- Publisher
- Elsevier Science
- Year
- 2001
- Tongue
- French
- Weight
- 74 KB
- Volume
- 42
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
A new total synthesis of enantiomerically pure pentenomycin has been achieved by the intramolecular nitrone cycloaddition of the proper g-unsaturated aldehyde, easily accessible from L-arabinose, followed by reductive N O bond cleavage and further oxidative deamination of the resulting aminocyclopentitol.
๐ SIMILAR VOLUMES
ยฎve steps to (^)-pentenomycin 1.
An efficient synthesis of enantiopure (-)-and (+)-pentenomycins are described by reductive iodo elimination and ring-closing metathesis (RCM), as the key steps. The first synthesis of the unnatural (+)-isomer is described.